Greater Woodstock Area Homes Between $500K and $1 Million

The greater Woodstock, Vermont area (including the towns of Barnard, Bridgewater, Hartland, Pomfret, Reading, West Windsor, and Woodstock) offers diverse real estate opportunities. Whether you’re looking for a historic home, a home in town near shops and galleries and all the amenities you need, a family home, a secluded getaway with lots of land, a vacation home, or investment real estate, the greater Woodstock area has plenty of choices.

Apart from beautiful homes and real estate, the greater Woodstock area of Vermont hosts some great cultural institutions and events like the Hall Art Foundation in Reading, the Woodstock Film Series, and Taste of Woodstock. Summer and winter recreation opportunities abound at Suicide 6 ski area and Mount Ascutney. For horse lovers, the Green Mountain Horse Association (GMHA) in South Woodstock has activities and events all summer long.

Greater Woodstock VT Homes for Sale

The greater Woodstock VT area could be the perfect place for a family home, a vacation retreat, rental property or investment real estate. Explore the homes below, then give Bassette Real Estate Group a call at 802-457-2244. Our agents and buyer brokers would love to help you find your perfect new home.

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326 Hall Circle Woodstock VT 05091

Woodstock, VT326 Hall Circle

Price$599,000

Est. Mortgage: $/month

Pending

MLS Number 4691364

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,949

Privately sited and superbly maintained, this timber-framed New England style home offers incredible southerly views over the Ottauquechee River Valley. You can enjoy watching the lights of Woodstock Village a mile distant from every room. The home was constructed by one the areas finest post and beam builders using traditional mortise and tenon joinery on display throughout. Spacious common areas all open onto patios and decks on each level of the residence. Generously sized bedrooms and well-appointed baths provide private space for family and guests. This wonderful and quiet country setting is just minutes from restaurants, recreation offerings at Suicide Six Ski area, Woodstock's Golf Course, Athletic Club and all resort amenities.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2765 Bridgewater Hill Road Bridgewater VT 05035
Pending

MLS Number 4736030

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4,003

Nestled in a sheltered valley at 1700 feet in elevation between Woodstock & Killington this is paradise for those who truly appreciate natural Vermont virtues...swimming & skating ponds, streams, apple orchard & miles of trails right out of the back door. This classic cape style residence with a 'barn' addition offers comfort, privacy and gracious country living. South facing windows overlooking the orchard and pond and pleasing views from every space. The stars are crisp and clear in the dark night sky from the broad deck with no ambient light in the surrounding countryside. Peace and tranquility interrupted only by an occasional Barred Owl letting the world know he's awake and watching.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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408 Hidden Ridge Pomfret VT 05067

Pomfret, VT408 Hidden Ridge

Price$589,500

Est. Mortgage: $/month

MLS Number 4764296

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,695

Private Cape with long distance views, and a spring fed pond on 12 acres. The house is situated to take in the natural lighting and the views. Newly renovated kitchen with granite counters and new stainless-steel appliances. Full season sunroom is enjoyed throughout the year while taking in the views and wildlife. The wood-stove in the living room is used as an alternative heat source for those chilly nights, along with a wood burning fireplace in the music/family room. The master suite is outfitted with a walk-in closet, adjacent office with skylight, and built-ins are on the second level, along with two additional bedrooms, full bathroom, and a large storage room above the attached garage. The walkout basement is outfitted with a one-bedroom in-law apartment; great for family members, or guests. Plenty for everyone to enjoy. Located at the end of a town-maintained road and walking distance to hiking/biking trails. Close to Suicide Six, the Artistree, and the Grange Theater.

Listed by Terry Davis, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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267 Brownsville Hartland Road West Windsor VT 05037

MLS Number 4797361

  • Residential Single Family
  • Village Brownsville
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5

This home with 5 en-suite bedrooms has been tastefully renovated by the current owners. Large comfortable eat-in kitchen with propane range, granite counters & attached pantry. 4 season sunroom. Living room & den both with fireplaces. Apartment with separate kitchen. Lovely hillside setting overlooks the Village of Brownsville to Ascutney Mountain. 7.5 open acres with a deck and fire pit to enjoy the dramatic mountain view. Fenced area. Attached garage & separate 2 bay garage with auto open doors, also a garden shed.Turn key & EZ to show but prefer 24 hr notice. Avoid mud season woes with paved driveway to paved road! Please come see this fine property, you will love it.

Listed by Dana Waters and Scott Monahan, Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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154 Deer Brook Way Woodstock VT 05091

Woodstock, VT154 Deer Brook Way

Price$575,000

Est. Mortgage: $/month

MLS Number 4656716

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,184

Beautifully detailed colonial built in 2004 with dramatic views is an excellent value priced under the town assessment. Open , easy flow with lots of natural light . Rolling meadows ,lovely grounds with mature landscaping and views to the south and west. Basement has ample room with high ceilings for workout space , workshop or whatever the buyer chooses. Short distance to Killington for world class skiing. Less than 10 minutes to historic Woodstock Village, named one of the most beautiful small towns in America.

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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181 Clay Hill Road Hartland VT 05048

Hartland, VT181 Clay Hill Road

Price$559,000

Est. Mortgage: $/month

MLS Number 4804294

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,437

MILLION DOLLAR VIEWS, HIGH-SPEED FIBER OPTIC, & NEW ROOF IN 2020! This VT Land Trust protected property has big views of the CT River Valley on 18.8 acres in a convenient rural neighborhood close to West Lebanon shopping & Quechee. This 4,400 sqft. contemporary boasts a spacious open floor plan with 4-5 bedrooms /3.5 baths, numerous home-office rooms, central air conditioning, large energy efficient windows with views in all directions, and an abundance of storage & closets. The sprawling 30x18 country kitchen has plenty of kitchen cabinetry, brand new 2019 appliances - including a new wine cooler, a lovely eat-in breakfast nook, and a gracious lounge area w/wood fireplace and floor to ceiling bookshelves. You can host a generous party in just the kitchen alone! This spills onto a pleasant screened-in porch & deck. There is an equally grand 39x24 dining room & living room with expansive windows to enjoy the morning sunrise. A first-floor master bedroom suite has a large private bathroom tub & separate shower and a generous walk-in closet/dressing room. There is plenty of space for family with three additional bedrooms and en-suite baths, a theater/game room, large finished storage room, and a family room in the finished walk-out lower level. Did I forget to mention the 3 car garage?! Twenty minutes to Woodstock & Dartmouth-Hitchcock Medical Center. A tremendous location for an Upper Valley professional, vacation retreat, or larger family compound. FURNITURE PACKAGE AVAILABLE.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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968 Bible Hill Road West Windsor VT 05037

West Windsor, VT968 Bible Hill Road

Price$559,000

Est. Mortgage: $/month

MLS Number 4783422

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,096

Located on desirable Bible Hill Road in the heart of West Windsor's recreational trail system, this lovely farmhouse contemporary is situated ideally to optimize the panoramic views of Mt Ascutney, and down the CT River Valley. Sited in the midst of beautiful rolling green fields, offering an expansive feel, yet buffered for privacy. The open flow of the bright, main level common rooms is perfect for entertaining a crowd, and for daily living. The kitchen is spacious, and features a six-burner commercial grade range complete with griddle and broiler. The living room is airy and bright, anchored by a stone fireplace, cathedral ceiling, and glass doors to the spacious deck offering a front row seat to the stunning view! First level ensuite master bedroom leads to a bright four-season sunroom with direct access to the deck. There are two guest bedrooms on the second level with a spacious loft-study (an easy transition to create additional sleep space). The wrap around covered porch is a great place to spend long summer afternoons. The full basement has ample heated room for expansion, and a woodstove. The detached two car garage offers additional guest/rental space above, complete with ¾ bath. This is a wonderful opportunity to realize your dream of the perfect country home! Excellent equine potential. In town skiing, tubing, hiking, biking, horseback riding. Close proximity to Interstate, Woodstock, Hanover, GMHA, and two major ski resorts.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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32 The Green Street Woodstock VT 05091

Woodstock, VT32 The Green Street

Price$549,900

Est. Mortgage: $/month

MLS Number 4766737

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Prominently situated, at #32 the Woodstock Village Green, is a circa 1803 traditional style home, with a tastefully renovated contemporary interior! From the covered front porch a resident can enjoy the relaxing pleasure of viewing the beautiful brick Woodstock Town Hall, the impressive neighboring stone church, or the passing activity of village life. From this central location the residents conveniently walk to the numerous Woodstock amenities of shopping, dining and cultural events. The stylish interior living space encompasses 3 levels! The ground floor is entered from either the front porch or through a rear entrance, with a foyer. A more open floor plan features a bright kitchen with adjacent dining area, a comfortable living room, a den, the entry foyer and a 3/4 bath. On the upper floor is the primary bedroom, with en suite full bath, 2 additional bedrooms and a 3/4 bath. The lower level is dedicated to fun! The lower level family room and bar area are either accessed from an interior stairway or through an exterior door that opens to a below street level courtyard. The owners have achieved an impressive history of rental income, with this desirable property!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 The Green Street Woodstock VT 05091

Woodstock, VT28 The Green Street

Price$549,900

Est. Mortgage: $/month

MLS Number 4698305

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,037

An elegantly proportioned brick townhouse, of genteel style and character, situated on the picturesque Woodstock Village Green! A gracious 3 story interior, with attractive antique detailing, 9 foot high ceilings, exposed beams, wood floors and multiple fireplaces. On the ground floor is the kitchen, a dining room with fireplace, a living room with fireplace, a classic entry hall and a half bath. On the second floor is a great room with fireplace, 2 bedrooms and a full bath. On the third floor is the primary bedroom suite, with walk-in closet and full bath. The front exterior of the residence features a formal covered entry. The rear exterior of the residence features an elevated brick patio. An useful amenity is off street parking. There is additional parking and storage in a detached garage. An opportunity to acquire a charming village townhouse residence, ideally located on the Woodstock Village Green!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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515 Shattuck Hill Road West Windsor VT 05037
Active With Contract

MLS Number 4770062

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,112

First time ever offered! Nice, private, country property, consists of the Main house offering 4 bedrooms, 3 baths, lots of natural light & attention to detail throughout. Master bedroom has attached sunroom with radiant heat. Living room has stunning wall of windows and a woodburning fireplace. The house is set back approx 1200' from the road for total privacy, enjoy stone walls and patios with no neighbors in sight. A total of 4 garages, 2 with heat, which would be ideal for a home business or woodworking/hobby area. Current owner collected antique cars. Two rentals- 1. A detached 2 bedroom apartment that rents easily for $900 per month. 2. A cute sugar house style 1 bedroom cottage that rents for $750. Neither has a negative impact on the main house due to careful placement. (The combined rental income is about $20,000 per year and can offset a $300,000 mortgage.) Either would make a nice 'home' office. Fiber optic internet is on site. EZ to show.

Listed by Dana Waters and Richard Spanjian, Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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89 Stimets Road Woodstock VT 05091

Woodstock, VT89 Stimets Road

Price$545,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4801885

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,592

PERFECT LOCATION! Generous 3 bedroom/3 bath Saltbox with 2 story covered porch overlooking the valley situated on a sunny 14+ acres with large pond, rolling meadow, and wooded land. Just three minutes to downtown! The grounds are beautiful and there is a substantial two-story barn garage for a serious home occupation hobbyist or for the animal inclined. The larger family room space is comfortable and can be heated with an attractive soapstone woodstove and both the Kitchen and larger Living Room/Dining Room spaces are sunny and light filled. The first-floor covered porch is ideal for hosting summer barbecues. Upstairs on the second level, there is a spacious master bedroom with private bath, a second bedroom with its own covered porch, a third bedroom, and another common hallway full bathroom. All upstairs bedrooms have attractive wood floors. Apple trees, landscaping, & lovely gardens frame this pretty Vermont setting. Two significant brooks (Barnard and Gulf Stream) and your own pond provide a perfect place to cool off on those hot summer days. Additionally, there is a separate in-law/guest space that has its own living room, one bedroom, and full bath (sorry, no kitchen). The State of VT even has two septic system design permits on file to explore a future two lot subdivision. Only three minutes to town yet complete privacy and a lovely place to retreat from the busyness of life to enjoy the birds and wildlife that frequent this fabulous location. This will not last long!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10693 South Road Woodstock VT 05071

Woodstock, VT10693 South Road

Price$539,000

Est. Mortgage: $/month

MLS Number 4787330

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,180

Classic brick federal located in the charming village of South Woodstock. Easy walk to the country store , post office , and Kedron Valley Inn for dinner in the newly renovated Ransom Tavern. The Kedron Brook is across the street and Green Mountain Horse Association is just down the road . Lots of trails for hiking and biking and several ski mountains minutes away . Historic Woodstock is 5 miles and Dartmouth, with renowned medical facility ,is 25 minutes away. The extra large lot offers lots of space for gardening with a lovely back patio. The 2 car detached garage includes space for a work area . A great opportunity to own a bit of history !

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 30, 2020.